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Literature DB >> 15987218

The polyol domain of amphidinol 3. A stereoselective synthesis of the entire C(1)-C(30) sector.

Abstract

[structure: see text] The richly oxygenated C(1)-C(30) polyol segment of amphidinol 3 has been synthesized in protected form. Incorporated in this long chain are 10 of the 25 stereogenic centers housed in the target. The asymmetric pathway that has been developed is based on the efficient union of three independently prepared subunits.

Entities: Chemical

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Year: 2005 PMID： 15987218 DOI： 10.1021/ol0511833

Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.005

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Cited

12 in total

1. Linear aglycones are the substrates for glycosyltransferase DesVII in methymycin biosynthesis: analysis and implications.

Authors: Chai-Lin Kao; Svetlana A Borisova; Hak Joong Kim; Hung-wen Liu
Journal: J Am Chem Soc Date: 2006-05-03 Impact factor: 15.419

2. INTEGRATED APPROACHES TO THE CONFIGURATIONAL ASSIGNMENT OF MARINE NATURAL PRODUCTS.

Authors: Tadeusz F Molinski; Brandon I Morinaka
Journal: Tetrahedron Date: 2012-11-18 Impact factor: 2.457

3. Fluorous Mixture Synthesis of Four Stereoisomers of the C21-C40 Fragment of Tetrafibricin.

Authors: Kai Zhang; Dennis P Curran
Journal: Synlett Date: 2010-03-01 Impact factor: 2.454

4. Synthesis of the bis-tetrahydropyran core of amphidinol 3.

Authors: Michael T Crimmins; Timothy J Martin; Theodore A Martinot
Journal: Org Lett Date: 2010-09-03 Impact factor: 6.005

5. The biosynthesis of spinosyn in Saccharopolyspora spinosa: synthesis of the cross-bridging precursor and identification of the function of SpnJ.

Authors: Hak Joong Kim; Rongson Pongdee; Qingquan Wu; Lin Hong; Hung-wen Liu
Journal: J Am Chem Soc Date: 2007-11-07 Impact factor: 15.419

10. 5-Alkylresorcinol Derivatives from the Bryozoan Schizomavella mamillata: Isolation, Synthesis, and Antioxidant Activity.

Authors: María J Ortega; Juan J Pantoja; Carolina de Los Reyes; Eva Zubía
Journal: Mar Drugs Date: 2017-11-02 Impact factor: 5.118

The polyol domain of amphidinol 3. A stereoselective synthesis of the entire C(1)-C(30) sector.

1. Linear aglycones are the substrates for glycosyltransferase DesVII in methymycin biosynthesis: analysis and implications.

2. INTEGRATED APPROACHES TO THE CONFIGURATIONAL ASSIGNMENT OF MARINE NATURAL PRODUCTS.

3. Fluorous Mixture Synthesis of Four Stereoisomers of the C21-C40 Fragment of Tetrafibricin.

4. Synthesis of the bis-tetrahydropyran core of amphidinol 3.

5. The biosynthesis of spinosyn in Saccharopolyspora spinosa: synthesis of the cross-bridging precursor and identification of the function of SpnJ.

6. Synthesis of the C1-C52 fragment of amphidinol 3, featuring a beta-alkoxy alkyllithium addition reaction.

7. Toward the total synthesis of FR901483: concise synthesis of the azatricyclic skeleton.

8. Chemoenzymatic synthesis of spinosyn A.

9. Karlotoxin synthetic studies: concise synthesis of a C(42-63) B-ring tetrahydropyran fragment.

10. 5-Alkylresorcinol Derivatives from the Bryozoan Schizomavella mamillata: Isolation, Synthesis, and Antioxidant Activity.